Head of Strategic Finance

About Boundless Immigration
We’re a team of immigrants and experts who have struggled with our own journeys through the complex, high-stakes U.S. immigration system. That is why we are building deeply customer-centric products and experiences to become the default trusted partner for all businesses and families. Across both business and consumer segments, we’ve aided over 1,000 businesses and 100,000 individuals to successfully navigate the convoluted immigration process.
We're a growth-stage technology company backed by influential venture investors around the country, including Silver Lake Waterman, HighSage Ventures, Foundry Group (led by Brad Feld), Trilogy Equity Partners, Pioneer Square Labs, Emerson Collective (Laurene Powell Jobs’ foundation), Two Sigma Ventures, and Jerry Yang.
Today, we are a dynamic growth-stage technology company with 300+ employees across the U.S., Europe, and Asia. We are growing both organically and through strategic acquisitions. We are well-capitalized and on our way to becoming the largest immigration company in the world and first trusted brand in the industry.
What You Will Do
Boundless is seeking a Head of Strategic Finance & Analytics who will lead the function with an explicit AI‑first mandate. This leader will architect, build, and oversee an automated, always‑current financial system that uses AI and advanced tooling to drastically reduce manual work, accelerate insights, and enable data-driven decision-making across the company.
You will own forecasting, financial communications, evolving our KPIs, building our board decks, overseeing our business analytics function, and partnering with execs to make better strategic decisions. To build that foundation, you will design and implement a self‑updating financial ecosystem—leveraging AI agents, automated data pipelines, and intelligent planning models to unlock real‑time visibility, smarter decision-making, and 10x operating leverage.
If you love building systems as much as building models, and get excited about leveling up a finance organization through automation, this role is for you.
Key Responsibilities

Architect an AI-first finance engine: Design automated systems for all business-as-usual strategic finance activities leveraging SaaS tools, AI copilots, structured agents, and integrated data flows. Build self-service capabilities for business teams with AI-enabled financial tools
Month-end analysis and insights: Build self‑updating dashboards and “continuous planning” capabilities that reduce manual work and enable high-frequency decision support. Own month-end analysis, transforming today’s manual workflows into an automated system capable of financial statement analysis, KPI analysis, and AI-generated commentary. Deliver crisp insights and actionable recommendations to help our leaders understand the ROI of our various investments
Financial communications: Prepare all leadership, investor, and employee communications about financial results, leveraging AI automation for all communications. Ensure succinct, consistent, and compelling messaging, tailoring messaging for different audiences. Facilitate our monthly leadership discussion about financial results
Financial modeling: Own and evolve the company’s rolling 12‑month plan, annual budget, and 3 year financial model. Develop forward-looking financial insights and scenario models that guides CEO decision making
Strategic initiatives: Surface and champion initiatives to achieve our financial goals (e.g. evolving pricing/packaging, gross margin optimizations, synergy achievement, vendor negotiations, changes to resource allocation, changes to our KPIs, M&A). Support other team members’ initiatives with pro forma analysis, narrative development, and self-service tools
Who You Are

5+ years of experience delivering strategic and analytical impact in high-performance environments (management consulting, investment banking, private equity, FP&A, AI automation role at a tech company, or similar)
Expert-level financial modeling skills with deep knowledge of economic concepts, GAAP, and SaaS benchmarks
Systems-oriented thinker with hands-on interest in AI, automation, analytics engineering, or data tooling. Enjoy building tools, apps, and automation to make your life easier. Systematically tracks and develops personal libraries of prompts and evals
Clear communicator who can translate complex trends into simple, compelling narratives
Comfortable flexing between strategic “white space” thinking and hands-on modeling, data diving, and app/automation building
Collaborative, curious, high ownership, and energized by building in a dynamic, mission-driven environment
High level of business judgement, enabling you to deliver results to senior leadership and our board of directors with minimal guidance and oversight
Location : Our leadership team and Controller are based in Seattle. This role works Pacific Time Zone hours and is expected on-site in our Seattle office 4 days/week with flexibility.
Compensation
Compensation for this role includes both cash and stock options. The starting base salary for this position is $141,500-$215,000 . Total compensation offered for this role will be dependent on the candidate's experience, qualifications, skills and abilities as demonstrated in the interview and hiring process. Additionally, Boundless offers its U.S. full-time employees benefits, including medical, dental, vision, 401K match, life and AD&D insurance, short-term disability insurance, commuter benefits, flexible spending accounts, pet insurance discounts, and cell phone plan discounts.